DE60202388T2 - Neues lichtechtes Additiv in Ink-Jet Farben - Google Patents
Neues lichtechtes Additiv in Ink-Jet Farben Download PDFInfo
- Publication number
- DE60202388T2 DE60202388T2 DE60202388T DE60202388T DE60202388T2 DE 60202388 T2 DE60202388 T2 DE 60202388T2 DE 60202388 T DE60202388 T DE 60202388T DE 60202388 T DE60202388 T DE 60202388T DE 60202388 T2 DE60202388 T2 DE 60202388T2
- Authority
- DE
- Germany
- Prior art keywords
- ink
- acid
- jet
- lightfast
- additive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000000654 additive Substances 0.000 title claims description 44
- 230000000996 additive effect Effects 0.000 title claims description 23
- 239000003086 colorant Substances 0.000 title claims description 12
- 239000000976 ink Substances 0.000 claims description 64
- 239000000975 dye Substances 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 33
- 239000002253 acid Substances 0.000 claims description 20
- 239000000049 pigment Substances 0.000 claims description 20
- 238000009472 formulation Methods 0.000 claims description 15
- 150000003839 salts Chemical group 0.000 claims description 14
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000003536 tetrazoles Chemical group 0.000 claims description 6
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 5
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 4
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical group C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 229940092714 benzenesulfonic acid Drugs 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 239000012964 benzotriazole Chemical group 0.000 claims description 4
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical group C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims description 3
- 239000003139 biocide Substances 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 125000003107 substituted aryl group Chemical group 0.000 claims description 3
- IULJSGIJJZZUMF-UHFFFAOYSA-N 2-hydroxybenzenesulfonic acid Chemical class OC1=CC=CC=C1S(O)(=O)=O IULJSGIJJZZUMF-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000008107 benzenesulfonic acids Chemical class 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 2
- 239000000872 buffer Substances 0.000 claims 1
- 239000003002 pH adjusting agent Substances 0.000 claims 1
- 239000003352 sequestering agent Substances 0.000 claims 1
- -1 disodium salt Chemical class 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 9
- 241000721047 Danaus plexippus Species 0.000 description 8
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 238000005562 fading Methods 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 6
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 6
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 241000557626 Corvus corax Species 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 150000005215 alkyl ethers Chemical class 0.000 description 4
- QFFVPLLCYGOFPU-UHFFFAOYSA-N barium chromate Chemical compound [Ba+2].[O-][Cr]([O-])(=O)=O QFFVPLLCYGOFPU-UHFFFAOYSA-N 0.000 description 4
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- UARPFAZLXITZKP-UHFFFAOYSA-N 3-amino-2-hydroxybenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1O UARPFAZLXITZKP-UHFFFAOYSA-N 0.000 description 3
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 150000003869 acetamides Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000003948 formamides Chemical class 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 0 **c1cc(O)c(c(*)cc(*)c2)c2c1 Chemical compound **c1cc(O)c(c(*)cc(*)c2)c2c1 0.000 description 2
- DVLFYONBTKHTER-UHFFFAOYSA-N 3-(N-morpholino)propanesulfonic acid Chemical compound OS(=O)(=O)CCCN1CCOCC1 DVLFYONBTKHTER-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000000732 arylene group Chemical group 0.000 description 2
- 150000001556 benzimidazoles Chemical class 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013256 coordination polymer Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000007641 inkjet printing Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- FSVCQIDHPKZJSO-UHFFFAOYSA-L nitro blue tetrazolium dichloride Chemical compound [Cl-].[Cl-].COC1=CC(C=2C=C(OC)C(=CC=2)[N+]=2N(N=C(N=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)[N+]([O-])=O)=CC=C1[N+]1=NC(C=2C=CC=CC=2)=NN1C1=CC=C([N+]([O-])=O)C=C1 FSVCQIDHPKZJSO-UHFFFAOYSA-L 0.000 description 2
- 238000005580 one pot reaction Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 229940043267 rhodamine b Drugs 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001174 sulfone group Chemical group 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 229940015975 1,2-hexanediol Drugs 0.000 description 1
- IVFRHOQHKQWEHJ-UHFFFAOYSA-N 1-amino-4-[4-[(dimethylamino)methyl]anilino]anthracene-9,10-dione Chemical compound C1=CC(CN(C)C)=CC=C1NC1=CC=C(N)C2=C1C(=O)C1=CC=CC=C1C2=O IVFRHOQHKQWEHJ-UHFFFAOYSA-N 0.000 description 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
- IAFBRPFISOTXSO-UHFFFAOYSA-N 2-[[2-chloro-4-[3-chloro-4-[[1-(2,4-dimethylanilino)-1,3-dioxobutan-2-yl]diazenyl]phenyl]phenyl]diazenyl]-n-(2,4-dimethylphenyl)-3-oxobutanamide Chemical compound C=1C=C(C)C=C(C)C=1NC(=O)C(C(=O)C)N=NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N=NC(C(C)=O)C(=O)NC1=CC=C(C)C=C1C IAFBRPFISOTXSO-UHFFFAOYSA-N 0.000 description 1
- GNCOVOVCHIHPHP-UHFFFAOYSA-N 2-[[4-[4-[(1-anilino-1,3-dioxobutan-2-yl)diazenyl]-3-chlorophenyl]-2-chlorophenyl]diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N=NC(C(C)=O)C(=O)NC1=CC=CC=C1 GNCOVOVCHIHPHP-UHFFFAOYSA-N 0.000 description 1
- OPILSEWGCLFHQW-UHFFFAOYSA-N 2-methylbutane-1,1,1-triol Chemical compound CCC(C)C(O)(O)O OPILSEWGCLFHQW-UHFFFAOYSA-N 0.000 description 1
- POELEEGOWIJNBI-UHFFFAOYSA-N 3-[2-[[4-(diethylamino)phenyl]diazenyl]-6-ethoxy-1,3-benzothiazol-3-ium-3-yl]propanamide;chloride Chemical compound [Cl-].S1C2=CC(OCC)=CC=C2[N+](CCC(N)=O)=C1N=NC1=CC=C(N(CC)CC)C=C1 POELEEGOWIJNBI-UHFFFAOYSA-N 0.000 description 1
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 1
- REJHVSOVQBJEBF-OWOJBTEDSA-N 5-azaniumyl-2-[(e)-2-(4-azaniumyl-2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1\C=C\C1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-OWOJBTEDSA-N 0.000 description 1
- REJHVSOVQBJEBF-UHFFFAOYSA-N 5-azaniumyl-2-[2-(4-azaniumyl-2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1C=CC1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241000408710 Hansa Species 0.000 description 1
- 239000007993 MOPS buffer Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- ZXGIHDNEIWPDFW-UHFFFAOYSA-M acid red 4 Chemical compound [Na+].COC1=CC=CC=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ZXGIHDNEIWPDFW-UHFFFAOYSA-M 0.000 description 1
- BGLGAKMTYHWWKW-UHFFFAOYSA-N acridine yellow Chemical compound [H+].[Cl-].CC1=C(N)C=C2N=C(C=C(C(C)=C3)N)C3=CC2=C1 BGLGAKMTYHWWKW-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- KSCQDDRPFHTIRL-UHFFFAOYSA-N auramine O Chemical compound [H+].[Cl-].C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 KSCQDDRPFHTIRL-UHFFFAOYSA-N 0.000 description 1
- JPIYZTWMUGTEHX-UHFFFAOYSA-N auramine O free base Chemical compound C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 JPIYZTWMUGTEHX-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- VYXSBFYARXAAKO-WTKGSRSZSA-N chembl402140 Chemical compound Cl.C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-WTKGSRSZSA-N 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- NCBQBFXQRBYYGY-UHFFFAOYSA-N dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium;2',4',5',7'-tetrabromo-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate Chemical compound C1=CC(=[N+](C)C)C=C2SC3=CC(NC)=CC=C3N=C21.C1=CC(=[N+](C)C)C=C2SC3=CC(NC)=CC=C3N=C21.O1C(=O)C2=CC=CC=C2C21C1=CC(Br)=C([O-])C(Br)=C1OC1=C(Br)C([O-])=C(Br)C=C21 NCBQBFXQRBYYGY-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- QCWPZYSLMIXIHM-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(3-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].Nc1c(N=Nc2cccc(c2)[N+]([O-])=O)c(cc2cc(c(N=Nc3ccccc3)c(O)c12)S([O-])(=O)=O)S([O-])(=O)=O QCWPZYSLMIXIHM-UHFFFAOYSA-L 0.000 description 1
- FTZLWXQKVFFWLY-UHFFFAOYSA-L disodium;2,5-dichloro-4-[3-methyl-5-oxo-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FTZLWXQKVFFWLY-UHFFFAOYSA-L 0.000 description 1
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- ZRYQXQUPWQNYSX-UHFFFAOYSA-L disodium;5-[(3-methyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]-2-[4-[(3-methyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]-2-sulfonatophenyl]benzenesulfonate Chemical compound [Na+].[Na+].CC1=NN(C=2C=CC=CC=2)C(=O)C1N=NC(C=C1S([O-])(=O)=O)=CC=C1C(C(=C1)S([O-])(=O)=O)=CC=C1N=NC(C1=O)C(C)=NN1C1=CC=CC=C1 ZRYQXQUPWQNYSX-UHFFFAOYSA-L 0.000 description 1
- XPRMZBUQQMPKCR-UHFFFAOYSA-L disodium;8-anilino-5-[[4-[(3-sulfonatophenyl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1-sulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C3=CC=CC=C3C(N=NC=3C4=CC=CC(=C4C(NC=4C=CC=CC=4)=CC=3)S([O-])(=O)=O)=CC=2)=C1 XPRMZBUQQMPKCR-UHFFFAOYSA-L 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
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- 235000019233 fast yellow AB Nutrition 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical compound CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
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- 229910052751 metal Inorganic materials 0.000 description 1
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- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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- 229920000058 polyacrylate Polymers 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- MYFATKRONKHHQL-UHFFFAOYSA-N rhodamine 123 Chemical compound [Cl-].COC(=O)C1=CC=CC=C1C1=C2C=CC(=[NH2+])C=C2OC2=CC(N)=CC=C21 MYFATKRONKHHQL-UHFFFAOYSA-N 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- OARRHUQTFTUEOS-UHFFFAOYSA-N safranin Chemical compound [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical group [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- BLXAGSNYHSQSRC-UHFFFAOYSA-M sodium;2-hydroxybenzenesulfonate Chemical compound [Na+].OC1=CC=CC=C1S([O-])(=O)=O BLXAGSNYHSQSRC-UHFFFAOYSA-M 0.000 description 1
- MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- JADVWWSKYZXRGX-UHFFFAOYSA-M thioflavine T Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C1=[N+](C)C2=CC=C(C)C=C2S1 JADVWWSKYZXRGX-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US794811 | 1985-11-04 | ||
| US09/794,811 US6508872B2 (en) | 2001-02-26 | 2001-02-26 | Lightfast additive molecule for inkjet ink |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60202388D1 DE60202388D1 (de) | 2005-02-03 |
| DE60202388T2 true DE60202388T2 (de) | 2006-01-12 |
Family
ID=25163748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60202388T Expired - Lifetime DE60202388T2 (de) | 2001-02-26 | 2002-02-07 | Neues lichtechtes Additiv in Ink-Jet Farben |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US6508872B2 (https=) |
| EP (1) | EP1239013B1 (https=) |
| JP (1) | JP3923336B2 (https=) |
| DE (1) | DE60202388T2 (https=) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0004527D0 (en) * | 2000-02-26 | 2000-04-19 | Avecia Ltd | Inks |
| EP1595922A3 (en) * | 2002-12-11 | 2005-11-23 | Creo IL. Ltd. | Ink jet ink |
| JP4548709B2 (ja) * | 2003-05-16 | 2010-09-22 | キヤノン株式会社 | 新規色素化合物およびそれを用いた記録用材料 |
| WO2004101688A1 (en) * | 2003-05-16 | 2004-11-25 | Canon Kabushiki Kaisha | Novel coloring compound and recording material using the same |
| US7141104B2 (en) * | 2003-06-05 | 2006-11-28 | Agfa-Gevaert | UV-absorbing ink composition for ink-jet printing |
| JP4686151B2 (ja) | 2003-09-09 | 2011-05-18 | 富士フイルム株式会社 | インクジェット記録用インク及びインクジェット記録方法 |
| US20050066454A1 (en) * | 2003-09-30 | 2005-03-31 | Stulc Leonard J. | Black colorant compound and methods of making and using same |
| US20050066853A1 (en) * | 2003-09-30 | 2005-03-31 | Stulc Leonard J. | Ionically complexed colorants and methods of making and using same |
| US7018769B2 (en) * | 2003-09-30 | 2006-03-28 | Samsung Electronics Company | Liquid toners comprising organic pigments and methods |
| US7303615B2 (en) * | 2004-02-27 | 2007-12-04 | Canon Kabushiki Kaisha | Colorant material, and water dispersion, ink, ink tank, recording unit, recording apparatus and recording method using the same |
| JP4119397B2 (ja) * | 2004-04-23 | 2008-07-16 | Ｎｅｃエレクトロニクス株式会社 | 異常検出回路 |
| JP3793222B2 (ja) * | 2004-07-02 | 2006-07-05 | キヤノン株式会社 | インクジェット用インク、インクセット、インクジェット記録方法、インクカートリッジ、記録ユニット、及びインクジェット記録装置 |
| JP4794940B2 (ja) * | 2004-08-04 | 2011-10-19 | キヤノン株式会社 | インクタンク、インクジェット記録方法及びインクタンクの再生方法 |
| US20060132576A1 (en) * | 2004-12-22 | 2006-06-22 | Lowery David C | Optical media with laminated inkjet receptor |
| JP4740617B2 (ja) * | 2005-03-11 | 2011-08-03 | 富士フイルム株式会社 | インク原液、及びインク組成物 |
| US7976623B2 (en) * | 2005-04-19 | 2011-07-12 | Hewlett-Packard Development Company, L.P. | Ink-jet inks containing sulfonated aromatic compounds for reducing ozone fade |
| US20070077478A1 (en) * | 2005-10-03 | 2007-04-05 | The Board Of Management Of Saigon Hi-Tech Park | Electrolyte membrane for fuel cell utilizing nano composite |
| US20070098927A1 (en) * | 2005-10-28 | 2007-05-03 | Uhlir-Tsang Linda C | Ink compositions and methods for controlling color on a print medium |
| EP2099869B1 (en) | 2006-10-31 | 2013-05-01 | Sensient Colors Inc. | Modified pigments and methods for making and using the same |
| EP2201072B1 (en) | 2007-08-23 | 2018-11-14 | Sensient Colors LLC | Self-dispersed pigments and methods for making and using the same |
| JP2009226781A (ja) * | 2008-03-24 | 2009-10-08 | Fujifilm Corp | インクジェット画像の形成方法 |
| JP2012523479A (ja) * | 2009-04-07 | 2012-10-04 | センシエント カラーズ エルエルシー | 自己分散性粒子並びにその製造方法及び使用方法 |
| US20100278715A1 (en) * | 2009-04-29 | 2010-11-04 | Th Llc | Systems, Devices, and/or Methods Regarding Specific Precursors or Tube Control Agent for the Synthesis of Carbon Nanofiber and Nanotube |
| US20110184095A1 (en) * | 2010-01-25 | 2011-07-28 | Tom Howard S | Light fast encapsulated pigment |
| JP5691842B2 (ja) * | 2011-05-27 | 2015-04-01 | セイコーエプソン株式会社 | インク組成物、記録方法および記録物 |
| US9501601B2 (en) | 2013-03-14 | 2016-11-22 | Taiwan Semiconductor Manufacturing Company, Ltd. | Layout optimization of a main pattern and a cut pattern |
| CN115960493B (zh) * | 2022-12-15 | 2023-11-10 | 郑州鸿盛数码科技股份有限公司 | 一种耐候性青色喷墨墨水 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2648744B2 (ja) | 1988-05-09 | 1997-09-03 | センカ株式会社 | 繊維及び繊維製品の耐光性向上剤 |
| GB8816365D0 (en) * | 1988-07-08 | 1988-08-10 | Pfizer Ltd | Therapeutic agents |
| EP0373573B1 (de) * | 1988-12-14 | 1994-06-22 | Ciba-Geigy Ag | Aufzeichnungsmaterial für Tintenstrahldruck |
| US5098477A (en) * | 1988-12-14 | 1992-03-24 | Ciba-Geigy Corporation | Inks, particularly for ink printing |
| US5096781A (en) * | 1988-12-19 | 1992-03-17 | Ciba-Geigy Corporation | Water-soluble compounds as light stabilizers |
| EP0425429B1 (de) * | 1989-08-25 | 1995-02-22 | Ciba-Geigy Ag | Lichtstabilisierte Tinten |
| EP0415880B1 (de) * | 1989-08-25 | 1995-04-05 | Ciba-Geigy Ag | Lichtstabilisierte Tinten |
| JPH03269167A (ja) | 1990-03-19 | 1991-11-29 | Nippon Keori Kk | ポリアミド繊維染色物の耐光堅牢度向上方法 |
| US5261953A (en) * | 1990-05-10 | 1993-11-16 | Ciba-Geigy Corporation | Inks |
| US5509957A (en) * | 1992-11-09 | 1996-04-23 | Ciba-Geigy Corporation | Ink compositions |
| US5489503A (en) * | 1992-12-03 | 1996-02-06 | Ciba-Geigy Corp. | UV absorbers |
| DE19723779A1 (de) * | 1997-06-06 | 1998-12-10 | Agfa Gevaert Ag | Inkjet-System |
| US6046330A (en) | 1998-04-24 | 2000-04-04 | Qinghong; Jessica Ann | Complexes of ultraviolet absorbers and quaternary ammonium compounds which are substantially free from unwanted salts |
| US6248161B1 (en) | 1999-01-11 | 2001-06-19 | Hewlett-Packard Company | Preparation of permanent color inks from water-soluble colorants using specific phosphonium salts |
-
2001
- 2001-02-26 US US09/794,811 patent/US6508872B2/en not_active Expired - Lifetime
-
2002
- 2002-02-07 DE DE60202388T patent/DE60202388T2/de not_active Expired - Lifetime
- 2002-02-07 EP EP02250851A patent/EP1239013B1/en not_active Expired - Lifetime
- 2002-02-26 JP JP2002050041A patent/JP3923336B2/ja not_active Expired - Fee Related
- 2002-11-26 US US10/306,702 patent/US20030116059A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US20020174802A1 (en) | 2002-11-28 |
| DE60202388D1 (de) | 2005-02-03 |
| EP1239013B1 (en) | 2004-12-29 |
| HK1047952A1 (en) | 2003-03-14 |
| US20030116059A1 (en) | 2003-06-26 |
| JP2002348512A (ja) | 2002-12-04 |
| JP3923336B2 (ja) | 2007-05-30 |
| EP1239013A1 (en) | 2002-09-11 |
| US6508872B2 (en) | 2003-01-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |